From 4925b2078b46985b2581c58ef237fab4efb8361b Mon Sep 17 00:00:00 2001
From: Ivana Kellyer <ivana.kellyer@sentry.io>
Date: Tue, 18 Feb 2025 13:27:39 +0100
Subject: [PATCH 1/8] tests: Add fail_on_changes to toxgen

---
 scripts/populate_tox/populate_tox.py | 110 +++++++++++++++++++++++++--
 scripts/populate_tox/tox.jinja       |   2 +
 tox.ini                              |  72 ++++++++----------
 3 files changed, 136 insertions(+), 48 deletions(-)

diff --git a/scripts/populate_tox/populate_tox.py b/scripts/populate_tox/populate_tox.py
index 4bfce80ce7..1583d90a20 100644
--- a/scripts/populate_tox/populate_tox.py
+++ b/scripts/populate_tox/populate_tox.py
@@ -3,11 +3,13 @@
 """
 
 import functools
+import hashlib
 import os
 import sys
 import time
 from bisect import bisect_left
 from collections import defaultdict
+from datetime import datetime, timezone
 from importlib.metadata import metadata
 from packaging.specifiers import SpecifierSet
 from packaging.version import Version
@@ -106,7 +108,9 @@ def fetch_release(package: str, version: Version) -> dict:
     return pypi_data.json()
 
 
-def _prefilter_releases(integration: str, releases: dict[str, dict]) -> list[Version]:
+def _prefilter_releases(
+    integration: str, releases: dict[str, dict], older_than: Optional[datetime] = None
+) -> list[Version]:
     """
     Filter `releases`, removing releases that are for sure unsupported.
 
@@ -135,6 +139,10 @@ def _prefilter_releases(integration: str, releases: dict[str, dict]) -> list[Ver
         if meta["yanked"]:
             continue
 
+        if older_than is not None:
+            if datetime.fromisoformat(meta["upload_time_iso_8601"]) > older_than:
+                continue
+
         version = Version(release)
 
         if min_supported and version < min_supported:
@@ -160,19 +168,24 @@ def _prefilter_releases(integration: str, releases: dict[str, dict]) -> list[Ver
     return sorted(filtered_releases)
 
 
-def get_supported_releases(integration: str, pypi_data: dict) -> list[Version]:
+def get_supported_releases(
+    integration: str, pypi_data: dict, older_than: Optional[datetime] = None
+) -> list[Version]:
     """
     Get a list of releases that are currently supported by the SDK.
 
     This takes into account a handful of parameters (Python support, the lowest
     version we've defined for the framework, the date of the release).
+
+    If an `older_than` timestamp is provided, no release newer than that will be
+    considered.
     """
     package = pypi_data["info"]["name"]
 
     # Get a consolidated list without taking into account Python support yet
     # (because that might require an additional API call for some
     # of the releases)
-    releases = _prefilter_releases(integration, pypi_data["releases"])
+    releases = _prefilter_releases(integration, pypi_data["releases"], older_than)
 
     # Determine Python support
     expected_python_versions = TEST_SUITE_CONFIG[integration].get("python")
@@ -381,7 +394,9 @@ def _render_dependencies(integration: str, releases: list[Version]) -> list[str]
     return rendered
 
 
-def write_tox_file(packages: dict) -> None:
+def write_tox_file(
+    packages: dict, update_timestamp: bool, last_updated: datetime
+) -> None:
     template = ENV.get_template("tox.jinja")
 
     context = {"groups": {}}
@@ -400,6 +415,11 @@ def write_tox_file(packages: dict) -> None:
                 }
             )
 
+    if update_timestamp:
+        context["updated"] = datetime.now(tz=timezone.utc).isoformat()
+    else:
+        context["updated"] = last_updated.isoformat()
+
     rendered = template.render(context)
 
     with open(TOX_FILE, "w") as file:
@@ -453,7 +473,52 @@ def _add_python_versions_to_release(
     release.rendered_python_versions = _render_python_versions(release.python_versions)
 
 
-def main() -> None:
+def get_file_hash() -> str:
+    """Calculate a hash of the tox.ini file."""
+    hasher = hashlib.md5()
+
+    with open(TOX_FILE, "rb") as f:
+        buf = f.read()
+        hasher.update(buf)
+
+    return hasher.hexdigest()
+
+
+def get_last_updated() -> Optional[datetime]:
+    timestamp = None
+
+    with open(TOX_FILE, "r") as f:
+        for line in f:
+            if line.startswith("# Last generated:"):
+                timestamp = datetime.fromisoformat(line.strip().split[-1])
+                break
+
+    if timestamp is None:
+        print(
+            "Failed to find out when tox.ini was last generated; the timestamp seems to be missing from the file."
+        )
+
+    return timestamp
+
+
+def main(fail_on_changes: bool = False) -> None:
+    """
+    Generate tox.ini from the tox.jinja template.
+
+    The script has two modes of operation:
+    - check mode (if `fail_on_changes` is True)
+    - normal mode (if `fail_on_changes` is False)
+
+    Check mode is run on every PR to make sure that `tox.ini`, `tox.jinja` and
+    this script don't go out of sync because of manual changes in one place but
+    not the other.
+
+    Normal mode is meant to be run as a cron job, regenerating tox.ini and
+    proposing the changes via a PR.
+    """
+    mode = "check" if fail_on_changes else "normal"
+    print(f"Running in {mode} mode.")
+
     global MIN_PYTHON_VERSION, MAX_PYTHON_VERSION
     sdk_python_versions = _parse_python_versions_from_classifiers(
         metadata("sentry-sdk").get_all("Classifier")
@@ -464,6 +529,12 @@ def main() -> None:
         f"The SDK supports Python versions {MIN_PYTHON_VERSION} - {MAX_PYTHON_VERSION}."
     )
 
+    # If this script is run in check mode (fail_on_changes is True), we need to
+    # make the script ignore any new releases after the `last_updated` timestamp
+    # so that we don't fail CI on a PR just because a new package version was
+    # released, leading to unrelated changes in tox.ini.
+    last_updated = get_last_updated()
+
     packages = defaultdict(list)
 
     for group, integrations in GROUPS.items():
@@ -480,7 +551,9 @@ def main() -> None:
             pypi_data = fetch_package(package)
 
             # Get the list of all supported releases
-            releases = get_supported_releases(integration, pypi_data)
+            # If in check mode, ignore releases newer than `last_updated`
+            older_than = last_updated if fail_on_changes else None
+            releases = get_supported_releases(integration, pypi_data, older_than)
             if not releases:
                 print("  Found no supported releases.")
                 continue
@@ -510,8 +583,29 @@ def main() -> None:
                     }
                 )
 
-    write_tox_file(packages)
+    if fail_on_changes:
+        old_file_hash = get_file_hash()
+
+    write_tox_file(
+        packages, update_timestamp=not fail_on_changes, last_updated=last_updated
+    )
+
+    if fail_on_changes:
+        new_file_hash = get_file_hash()
+        if old_file_hash != new_file_hash:
+            raise RuntimeError(
+                "The yaml configuration files have changed. This means that either `tox.ini` "
+                "or one of the constants in `split_tox_gh_actions.py` has changed "
+                "but the changes have not been propagated to the GitHub actions config files. "
+                "Please run `python scripts/split_tox_gh_actions/split_tox_gh_actions.py` "
+                "locally and commit the changes of the yaml configuration files to continue. "
+            )
+
+    print(
+        "Done generating tox.ini. Make sure to also update the CI YAML files to reflect the new test targets."
+    )
 
 
 if __name__ == "__main__":
-    main()
+    fail_on_changes = len(sys.argv) == 2 and sys.argv[1] == "--fail-on-changes"
+    main(fail_on_changes)
diff --git a/scripts/populate_tox/tox.jinja b/scripts/populate_tox/tox.jinja
index 15119b4768..81ab17c919 100644
--- a/scripts/populate_tox/tox.jinja
+++ b/scripts/populate_tox/tox.jinja
@@ -9,6 +9,8 @@
 # or in the script (if you want to change the auto-generated part).
 # The file (and all resulting CI YAMLs) then need to be regenerated via
 # "scripts/generate-test-files.sh".
+#
+# Last generated: {{ updated }}
 
 [tox]
 requires =
diff --git a/tox.ini b/tox.ini
index 9ce3d40a21..764dac930d 100644
--- a/tox.ini
+++ b/tox.ini
@@ -9,6 +9,8 @@
 # or in the script (if you want to change the auto-generated part).
 # The file (and all resulting CI YAMLs) then need to be regenerated via
 # "scripts/generate-test-files.sh".
+#
+# Last generated: 2025-02-18T12:26:42.990713+00:00
 
 [tox]
 requires =
@@ -176,17 +178,16 @@ envlist =
     # ~~~ DBs ~~~
     {py3.7,py3.11,py3.12}-clickhouse_driver-v0.2.9
 
-    {py3.6}-pymongo-v3.5.1
-    {py3.6,py3.10,py3.11}-pymongo-v3.13.0
-    {py3.6,py3.9,py3.10}-pymongo-v4.0.2
+    {py3.7}-pymongo-v3.7.2
+    {py3.7,py3.10,py3.11}-pymongo-v3.13.0
+    {py3.7,py3.9,py3.10}-pymongo-v4.0.2
     {py3.9,py3.12,py3.13}-pymongo-v4.11.1
 
-    {py3.6}-redis_py_cluster_legacy-v1.3.6
-    {py3.6,py3.7}-redis_py_cluster_legacy-v2.0.0
-    {py3.6,py3.7,py3.8}-redis_py_cluster_legacy-v2.1.3
+    {py3.7}-redis_py_cluster_legacy-v2.0.0
+    {py3.7,py3.8}-redis_py_cluster_legacy-v2.1.3
 
-    {py3.6,py3.7}-sqlalchemy-v1.3.9
-    {py3.6,py3.11,py3.12}-sqlalchemy-v1.4.54
+    {py3.7}-sqlalchemy-v1.3.9
+    {py3.7,py3.11,py3.12}-sqlalchemy-v1.4.54
     {py3.7,py3.10,py3.11}-sqlalchemy-v2.0.9
     {py3.7,py3.12,py3.13}-sqlalchemy-v2.0.38
 
@@ -211,10 +212,10 @@ envlist =
     {py3.8,py3.11,py3.12}-ariadne-v0.24.0
     {py3.8,py3.11,py3.12}-ariadne-v0.25.2
 
-    {py3.6,py3.9,py3.10}-gql-v3.4.1
+    {py3.7,py3.9,py3.10}-gql-v3.4.1
     {py3.7,py3.11,py3.12}-gql-v3.5.0
 
-    {py3.6,py3.9,py3.10}-graphene-v3.3
+    {py3.7,py3.9,py3.10}-graphene-v3.3
     {py3.8,py3.12,py3.13}-graphene-v3.4.3
 
     {py3.8,py3.10,py3.11}-strawberry-v0.209.8
@@ -231,12 +232,12 @@ envlist =
 
 
     # ~~~ Tasks ~~~
-    {py3.6,py3.7,py3.8}-celery-v4.4.7
-    {py3.6,py3.7,py3.8}-celery-v5.0.5
+    {py3.7,py3.8}-celery-v4.4.7
+    {py3.7,py3.8}-celery-v5.0.5
     {py3.8,py3.11,py3.12}-celery-v5.4.0
 
-    {py3.6,py3.7}-dramatiq-v1.9.0
-    {py3.6,py3.8,py3.9}-dramatiq-v1.12.3
+    {py3.7}-dramatiq-v1.9.0
+    {py3.7,py3.8,py3.9}-dramatiq-v1.12.3
     {py3.7,py3.10,py3.11}-dramatiq-v1.15.0
     {py3.8,py3.12,py3.13}-dramatiq-v1.17.1
 
@@ -247,50 +248,47 @@ envlist =
 
 
     # ~~~ Web 1 ~~~
-    {py3.6,py3.7,py3.8}-flask-v1.1.4
+    {py3.7,py3.8}-flask-v1.1.4
     {py3.8,py3.12,py3.13}-flask-v2.3.3
     {py3.8,py3.12,py3.13}-flask-v3.0.3
     {py3.9,py3.12,py3.13}-flask-v3.1.0
 
-    {py3.6,py3.9,py3.10}-starlette-v0.16.0
+    {py3.7,py3.9,py3.10}-starlette-v0.16.0
     {py3.7,py3.10,py3.11}-starlette-v0.26.1
     {py3.8,py3.11,py3.12}-starlette-v0.36.3
     {py3.9,py3.12,py3.13}-starlette-v0.45.3
 
 
     # ~~~ Web 2 ~~~
-    {py3.6,py3.7}-bottle-v0.12.25
-    {py3.6,py3.8,py3.9}-bottle-v0.13.2
+    {py3.7}-bottle-v0.12.25
+    {py3.7,py3.8,py3.9}-bottle-v0.13.2
 
-    {py3.6}-falcon-v1.4.1
-    {py3.6,py3.7}-falcon-v2.0.0
-    {py3.6,py3.11,py3.12}-falcon-v3.1.3
+    {py3.7}-falcon-v2.0.0
+    {py3.7,py3.11,py3.12}-falcon-v3.1.3
     {py3.8,py3.11,py3.12}-falcon-v4.0.2
 
-    {py3.6}-pyramid-v1.8.6
-    {py3.6,py3.8,py3.9}-pyramid-v1.10.8
-    {py3.6,py3.10,py3.11}-pyramid-v2.0.2
+    {py3.7,py3.8,py3.9}-pyramid-v1.10.8
+    {py3.7,py3.10,py3.11}-pyramid-v2.0.2
 
     {py3.8,py3.10,py3.11}-starlite-v1.48.1
     {py3.8,py3.10,py3.11}-starlite-v1.49.0
     {py3.8,py3.10,py3.11}-starlite-v1.50.2
     {py3.8,py3.10,py3.11}-starlite-v1.51.16
 
-    {py3.6,py3.7,py3.8}-tornado-v6.0.4
-    {py3.6,py3.8,py3.9}-tornado-v6.1
+    {py3.7,py3.8}-tornado-v6.0.4
+    {py3.7,py3.8,py3.9}-tornado-v6.1
     {py3.7,py3.9,py3.10}-tornado-v6.2
     {py3.8,py3.10,py3.11}-tornado-v6.4.2
 
 
     # ~~~ Misc ~~~
-    {py3.6,py3.12,py3.13}-loguru-v0.7.3
+    {py3.7,py3.12,py3.13}-loguru-v0.7.3
 
-    {py3.6}-trytond-v4.6.9
-    {py3.6}-trytond-v4.8.18
-    {py3.6,py3.7,py3.8}-trytond-v5.8.16
+    {py3.7}-trytond-v5.0.9
+    {py3.7,py3.8}-trytond-v5.8.16
     {py3.8,py3.10,py3.11}-trytond-v6.8.17
     {py3.8,py3.11,py3.12}-trytond-v7.0.9
-    {py3.8,py3.11,py3.12}-trytond-v7.4.5
+    {py3.8,py3.11,py3.12}-trytond-v7.4.6
 
     {py3.7,py3.11,py3.12}-typer-v0.15.1
 
@@ -555,13 +553,12 @@ deps =
     # ~~~ DBs ~~~
     clickhouse_driver-v0.2.9: clickhouse-driver==0.2.9
 
-    pymongo-v3.5.1: pymongo==3.5.1
+    pymongo-v3.7.2: pymongo==3.7.2
     pymongo-v3.13.0: pymongo==3.13.0
     pymongo-v4.0.2: pymongo==4.0.2
     pymongo-v4.11.1: pymongo==4.11.1
     pymongo: mockupdb
 
-    redis_py_cluster_legacy-v1.3.6: redis-py-cluster==1.3.6
     redis_py_cluster_legacy-v2.0.0: redis-py-cluster==2.0.0
     redis_py_cluster_legacy-v2.1.3: redis-py-cluster==2.1.3
 
@@ -674,12 +671,10 @@ deps =
     bottle-v0.13.2: bottle==0.13.2
     bottle: werkzeug<2.1.0
 
-    falcon-v1.4.1: falcon==1.4.1
     falcon-v2.0.0: falcon==2.0.0
     falcon-v3.1.3: falcon==3.1.3
     falcon-v4.0.2: falcon==4.0.2
 
-    pyramid-v1.8.6: pyramid==1.8.6
     pyramid-v1.10.8: pyramid==1.10.8
     pyramid-v2.0.2: pyramid==2.0.2
     pyramid: werkzeug<2.1.0
@@ -709,15 +704,12 @@ deps =
     # ~~~ Misc ~~~
     loguru-v0.7.3: loguru==0.7.3
 
-    trytond-v4.6.9: trytond==4.6.9
-    trytond-v4.8.18: trytond==4.8.18
+    trytond-v5.0.9: trytond==5.0.9
     trytond-v5.8.16: trytond==5.8.16
     trytond-v6.8.17: trytond==6.8.17
     trytond-v7.0.9: trytond==7.0.9
-    trytond-v7.4.5: trytond==7.4.5
+    trytond-v7.4.6: trytond==7.4.6
     trytond: werkzeug
-    trytond-v4.6.9: werkzeug<1.0
-    trytond-v4.8.18: werkzeug<1.0
 
     typer-v0.15.1: typer==0.15.1
 

From 3dd520cb47fd2ef33a7009aaa7f1803e4bbbea98 Mon Sep 17 00:00:00 2001
From: Ivana Kellyer <ivana.kellyer@sentry.io>
Date: Tue, 18 Feb 2025 13:42:48 +0100
Subject: [PATCH 2/8] add to ci

---
 .github/workflows/ci.yml | 2 ++
 1 file changed, 2 insertions(+)

diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index e8931e229e..55b5300378 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -45,6 +45,8 @@ jobs:
           python-version: 3.12
 
       - run: |
+          pip install -r scripts/populate_tox/requirements.txt
+          python scripts/populate_tox/populate_tox.py --fail-on-changes
           pip install -r scripts/split_tox_gh_actions/requirements.txt
           python scripts/split_tox_gh_actions/split_tox_gh_actions.py --fail-on-changes
 

From 954bb1bc309589f9ba413dd1666f8524001a5fa3 Mon Sep 17 00:00:00 2001
From: Ivana Kellyer <ivana.kellyer@sentry.io>
Date: Tue, 18 Feb 2025 13:44:47 +0100
Subject: [PATCH 3/8] rerun

---
 scripts/populate_tox/populate_tox.py |  2 +-
 tox.ini                              | 68 ++++++++++++++++------------
 2 files changed, 40 insertions(+), 30 deletions(-)

diff --git a/scripts/populate_tox/populate_tox.py b/scripts/populate_tox/populate_tox.py
index 1583d90a20..59d34cf33e 100644
--- a/scripts/populate_tox/populate_tox.py
+++ b/scripts/populate_tox/populate_tox.py
@@ -490,7 +490,7 @@ def get_last_updated() -> Optional[datetime]:
     with open(TOX_FILE, "r") as f:
         for line in f:
             if line.startswith("# Last generated:"):
-                timestamp = datetime.fromisoformat(line.strip().split[-1])
+                timestamp = datetime.fromisoformat(line.strip().split()[-1])
                 break
 
     if timestamp is None:
diff --git a/tox.ini b/tox.ini
index 764dac930d..8b287b3077 100644
--- a/tox.ini
+++ b/tox.ini
@@ -10,7 +10,7 @@
 # The file (and all resulting CI YAMLs) then need to be regenerated via
 # "scripts/generate-test-files.sh".
 #
-# Last generated: 2025-02-18T12:26:42.990713+00:00
+# Last generated: 2025-02-18T12:44:30.669986+00:00
 
 [tox]
 requires =
@@ -178,16 +178,17 @@ envlist =
     # ~~~ DBs ~~~
     {py3.7,py3.11,py3.12}-clickhouse_driver-v0.2.9
 
-    {py3.7}-pymongo-v3.7.2
-    {py3.7,py3.10,py3.11}-pymongo-v3.13.0
-    {py3.7,py3.9,py3.10}-pymongo-v4.0.2
+    {py3.6}-pymongo-v3.5.1
+    {py3.6,py3.10,py3.11}-pymongo-v3.13.0
+    {py3.6,py3.9,py3.10}-pymongo-v4.0.2
     {py3.9,py3.12,py3.13}-pymongo-v4.11.1
 
-    {py3.7}-redis_py_cluster_legacy-v2.0.0
-    {py3.7,py3.8}-redis_py_cluster_legacy-v2.1.3
+    {py3.6}-redis_py_cluster_legacy-v1.3.6
+    {py3.6,py3.7}-redis_py_cluster_legacy-v2.0.0
+    {py3.6,py3.7,py3.8}-redis_py_cluster_legacy-v2.1.3
 
-    {py3.7}-sqlalchemy-v1.3.9
-    {py3.7,py3.11,py3.12}-sqlalchemy-v1.4.54
+    {py3.6,py3.7}-sqlalchemy-v1.3.9
+    {py3.6,py3.11,py3.12}-sqlalchemy-v1.4.54
     {py3.7,py3.10,py3.11}-sqlalchemy-v2.0.9
     {py3.7,py3.12,py3.13}-sqlalchemy-v2.0.38
 
@@ -212,10 +213,10 @@ envlist =
     {py3.8,py3.11,py3.12}-ariadne-v0.24.0
     {py3.8,py3.11,py3.12}-ariadne-v0.25.2
 
-    {py3.7,py3.9,py3.10}-gql-v3.4.1
+    {py3.6,py3.9,py3.10}-gql-v3.4.1
     {py3.7,py3.11,py3.12}-gql-v3.5.0
 
-    {py3.7,py3.9,py3.10}-graphene-v3.3
+    {py3.6,py3.9,py3.10}-graphene-v3.3
     {py3.8,py3.12,py3.13}-graphene-v3.4.3
 
     {py3.8,py3.10,py3.11}-strawberry-v0.209.8
@@ -232,12 +233,12 @@ envlist =
 
 
     # ~~~ Tasks ~~~
-    {py3.7,py3.8}-celery-v4.4.7
-    {py3.7,py3.8}-celery-v5.0.5
+    {py3.6,py3.7,py3.8}-celery-v4.4.7
+    {py3.6,py3.7,py3.8}-celery-v5.0.5
     {py3.8,py3.11,py3.12}-celery-v5.4.0
 
-    {py3.7}-dramatiq-v1.9.0
-    {py3.7,py3.8,py3.9}-dramatiq-v1.12.3
+    {py3.6,py3.7}-dramatiq-v1.9.0
+    {py3.6,py3.8,py3.9}-dramatiq-v1.12.3
     {py3.7,py3.10,py3.11}-dramatiq-v1.15.0
     {py3.8,py3.12,py3.13}-dramatiq-v1.17.1
 
@@ -248,44 +249,47 @@ envlist =
 
 
     # ~~~ Web 1 ~~~
-    {py3.7,py3.8}-flask-v1.1.4
+    {py3.6,py3.7,py3.8}-flask-v1.1.4
     {py3.8,py3.12,py3.13}-flask-v2.3.3
     {py3.8,py3.12,py3.13}-flask-v3.0.3
     {py3.9,py3.12,py3.13}-flask-v3.1.0
 
-    {py3.7,py3.9,py3.10}-starlette-v0.16.0
+    {py3.6,py3.9,py3.10}-starlette-v0.16.0
     {py3.7,py3.10,py3.11}-starlette-v0.26.1
     {py3.8,py3.11,py3.12}-starlette-v0.36.3
     {py3.9,py3.12,py3.13}-starlette-v0.45.3
 
 
     # ~~~ Web 2 ~~~
-    {py3.7}-bottle-v0.12.25
-    {py3.7,py3.8,py3.9}-bottle-v0.13.2
+    {py3.6,py3.7}-bottle-v0.12.25
+    {py3.6,py3.8,py3.9}-bottle-v0.13.2
 
-    {py3.7}-falcon-v2.0.0
-    {py3.7,py3.11,py3.12}-falcon-v3.1.3
+    {py3.6}-falcon-v1.4.1
+    {py3.6,py3.7}-falcon-v2.0.0
+    {py3.6,py3.11,py3.12}-falcon-v3.1.3
     {py3.8,py3.11,py3.12}-falcon-v4.0.2
 
-    {py3.7,py3.8,py3.9}-pyramid-v1.10.8
-    {py3.7,py3.10,py3.11}-pyramid-v2.0.2
+    {py3.6}-pyramid-v1.8.6
+    {py3.6,py3.8,py3.9}-pyramid-v1.10.8
+    {py3.6,py3.10,py3.11}-pyramid-v2.0.2
 
     {py3.8,py3.10,py3.11}-starlite-v1.48.1
     {py3.8,py3.10,py3.11}-starlite-v1.49.0
     {py3.8,py3.10,py3.11}-starlite-v1.50.2
     {py3.8,py3.10,py3.11}-starlite-v1.51.16
 
-    {py3.7,py3.8}-tornado-v6.0.4
-    {py3.7,py3.8,py3.9}-tornado-v6.1
+    {py3.6,py3.7,py3.8}-tornado-v6.0.4
+    {py3.6,py3.8,py3.9}-tornado-v6.1
     {py3.7,py3.9,py3.10}-tornado-v6.2
     {py3.8,py3.10,py3.11}-tornado-v6.4.2
 
 
     # ~~~ Misc ~~~
-    {py3.7,py3.12,py3.13}-loguru-v0.7.3
+    {py3.6,py3.12,py3.13}-loguru-v0.7.3
 
-    {py3.7}-trytond-v5.0.9
-    {py3.7,py3.8}-trytond-v5.8.16
+    {py3.6}-trytond-v4.6.9
+    {py3.6}-trytond-v4.8.18
+    {py3.6,py3.7,py3.8}-trytond-v5.8.16
     {py3.8,py3.10,py3.11}-trytond-v6.8.17
     {py3.8,py3.11,py3.12}-trytond-v7.0.9
     {py3.8,py3.11,py3.12}-trytond-v7.4.6
@@ -553,12 +557,13 @@ deps =
     # ~~~ DBs ~~~
     clickhouse_driver-v0.2.9: clickhouse-driver==0.2.9
 
-    pymongo-v3.7.2: pymongo==3.7.2
+    pymongo-v3.5.1: pymongo==3.5.1
     pymongo-v3.13.0: pymongo==3.13.0
     pymongo-v4.0.2: pymongo==4.0.2
     pymongo-v4.11.1: pymongo==4.11.1
     pymongo: mockupdb
 
+    redis_py_cluster_legacy-v1.3.6: redis-py-cluster==1.3.6
     redis_py_cluster_legacy-v2.0.0: redis-py-cluster==2.0.0
     redis_py_cluster_legacy-v2.1.3: redis-py-cluster==2.1.3
 
@@ -671,10 +676,12 @@ deps =
     bottle-v0.13.2: bottle==0.13.2
     bottle: werkzeug<2.1.0
 
+    falcon-v1.4.1: falcon==1.4.1
     falcon-v2.0.0: falcon==2.0.0
     falcon-v3.1.3: falcon==3.1.3
     falcon-v4.0.2: falcon==4.0.2
 
+    pyramid-v1.8.6: pyramid==1.8.6
     pyramid-v1.10.8: pyramid==1.10.8
     pyramid-v2.0.2: pyramid==2.0.2
     pyramid: werkzeug<2.1.0
@@ -704,12 +711,15 @@ deps =
     # ~~~ Misc ~~~
     loguru-v0.7.3: loguru==0.7.3
 
-    trytond-v5.0.9: trytond==5.0.9
+    trytond-v4.6.9: trytond==4.6.9
+    trytond-v4.8.18: trytond==4.8.18
     trytond-v5.8.16: trytond==5.8.16
     trytond-v6.8.17: trytond==6.8.17
     trytond-v7.0.9: trytond==7.0.9
     trytond-v7.4.6: trytond==7.4.6
     trytond: werkzeug
+    trytond-v4.6.9: werkzeug<1.0
+    trytond-v4.8.18: werkzeug<1.0
 
     typer-v0.15.1: typer==0.15.1
 

From bbe49d491d894eb9cee163aeb78d662adbcd21ec Mon Sep 17 00:00:00 2001
From: Ivana Kellyer <ivana.kellyer@sentry.io>
Date: Tue, 18 Feb 2025 14:01:24 +0100
Subject: [PATCH 4/8] .

---
 scripts/populate_tox/populate_tox.py | 30 +++++++++++++++++++---------
 tox.ini                              |  2 +-
 2 files changed, 22 insertions(+), 10 deletions(-)

diff --git a/scripts/populate_tox/populate_tox.py b/scripts/populate_tox/populate_tox.py
index 59d34cf33e..4a61df8374 100644
--- a/scripts/populate_tox/populate_tox.py
+++ b/scripts/populate_tox/populate_tox.py
@@ -14,6 +14,7 @@
 from packaging.specifiers import SpecifierSet
 from packaging.version import Version
 from pathlib import Path
+from textwrap import dedent
 from typing import Optional, Union
 
 # Adding the scripts directory to PATH. This is necessary in order to be able
@@ -594,16 +595,27 @@ def main(fail_on_changes: bool = False) -> None:
         new_file_hash = get_file_hash()
         if old_file_hash != new_file_hash:
             raise RuntimeError(
-                "The yaml configuration files have changed. This means that either `tox.ini` "
-                "or one of the constants in `split_tox_gh_actions.py` has changed "
-                "but the changes have not been propagated to the GitHub actions config files. "
-                "Please run `python scripts/split_tox_gh_actions/split_tox_gh_actions.py` "
-                "locally and commit the changes of the yaml configuration files to continue. "
+                dedent(
+                    """
+                Detected an unexpected change in `tox.ini` that is not reflected
+                in `tox.jinja` and/or `populate_tox.py`.
+
+                Please make sure to not make manual changes to `tox.ini`. The file
+                is generated from a template in `scripts/populate_tox/tox.jinja`
+                by the `scripts/populate_tox/populate_tox.py` script. Any changes
+                should be made to the template or the script directly and the
+                resulting `tox.ini` file should be generated with:
+
+                pip install -r scripts/populate_tox/requirements.txt
+                python scripts/populate_tox/populate_tox.py
+                """
+                )
             )
-
-    print(
-        "Done generating tox.ini. Make sure to also update the CI YAML files to reflect the new test targets."
-    )
+        print("Done checking tox.ini. Looking good!")
+    else:
+        print(
+            "Done generating tox.ini. Make sure to also update the CI YAML files to reflect the new test targets."
+        )
 
 
 if __name__ == "__main__":
diff --git a/tox.ini b/tox.ini
index 8b287b3077..0e41500fe1 100644
--- a/tox.ini
+++ b/tox.ini
@@ -10,7 +10,7 @@
 # The file (and all resulting CI YAMLs) then need to be regenerated via
 # "scripts/generate-test-files.sh".
 #
-# Last generated: 2025-02-18T12:44:30.669986+00:00
+# Last generated: 2025-02-18T12:57:32.874168+00:00
 
 [tox]
 requires =

From 727619353c0307da634722d3e2ffc30b3ca6de9e Mon Sep 17 00:00:00 2001
From: Ivana Kellyer <ivana.kellyer@sentry.io>
Date: Tue, 18 Feb 2025 15:36:15 +0100
Subject: [PATCH 5/8] install sdk

---
 .github/workflows/ci.yml | 1 +
 1 file changed, 1 insertion(+)

diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index 55b5300378..e4c76c7245 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -45,6 +45,7 @@ jobs:
           python-version: 3.12
 
       - run: |
+          pip install -e .
           pip install -r scripts/populate_tox/requirements.txt
           python scripts/populate_tox/populate_tox.py --fail-on-changes
           pip install -r scripts/split_tox_gh_actions/requirements.txt

From 148ea3386c9d95359431150c6fc369048b7ca3ac Mon Sep 17 00:00:00 2001
From: Ivana Kellyer <ivana.kellyer@sentry.io>
Date: Tue, 18 Feb 2025 16:06:50 +0100
Subject: [PATCH 6/8] more prints

---
 scripts/populate_tox/populate_tox.py | 25 +++++++++++++------------
 1 file changed, 13 insertions(+), 12 deletions(-)

diff --git a/scripts/populate_tox/populate_tox.py b/scripts/populate_tox/populate_tox.py
index 4a61df8374..f1d8dd8dc0 100644
--- a/scripts/populate_tox/populate_tox.py
+++ b/scripts/populate_tox/populate_tox.py
@@ -507,18 +507,25 @@ def main(fail_on_changes: bool = False) -> None:
     Generate tox.ini from the tox.jinja template.
 
     The script has two modes of operation:
-    - check mode (if `fail_on_changes` is True)
+    - fail on changes mode (if `fail_on_changes` is True)
     - normal mode (if `fail_on_changes` is False)
 
-    Check mode is run on every PR to make sure that `tox.ini`, `tox.jinja` and
-    this script don't go out of sync because of manual changes in one place but
-    not the other.
+    Fail on changes mode is run on every PR to make sure that `tox.ini`,
+    `tox.jinja` and this script don't go out of sync because of manual changes
+    in one place but not the other.
 
     Normal mode is meant to be run as a cron job, regenerating tox.ini and
     proposing the changes via a PR.
     """
-    mode = "check" if fail_on_changes else "normal"
-    print(f"Running in {mode} mode.")
+    print(f"Running in {'fail_on_changes' if fail_on_changes else 'normal'} mode.")
+    last_updated = get_last_updated()
+    if fail_on_changes:
+        # We need to make the script ignore any new releases after the `last_updated`
+        # timestamp so that we don't fail CI on a PR just because a new package
+        # version was released, leading to unrelated changes in tox.ini.
+        print(
+            f"Since we're in fail_on_changes mode, we're only considering releases before the last tox.ini update at {last_updated.isoformat()}."
+        )
 
     global MIN_PYTHON_VERSION, MAX_PYTHON_VERSION
     sdk_python_versions = _parse_python_versions_from_classifiers(
@@ -530,12 +537,6 @@ def main(fail_on_changes: bool = False) -> None:
         f"The SDK supports Python versions {MIN_PYTHON_VERSION} - {MAX_PYTHON_VERSION}."
     )
 
-    # If this script is run in check mode (fail_on_changes is True), we need to
-    # make the script ignore any new releases after the `last_updated` timestamp
-    # so that we don't fail CI on a PR just because a new package version was
-    # released, leading to unrelated changes in tox.ini.
-    last_updated = get_last_updated()
-
     packages = defaultdict(list)
 
     for group, integrations in GROUPS.items():

From 48a11adc0f9f0b1e23169779d1afee3fa3bc8f02 Mon Sep 17 00:00:00 2001
From: Ivana Kellyer <ivana.kellyer@sentry.io>
Date: Tue, 18 Feb 2025 16:10:22 +0100
Subject: [PATCH 7/8] nicer name for step

---
 .github/workflows/ci.yml | 3 ++-
 1 file changed, 2 insertions(+), 1 deletion(-)

diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index e4c76c7245..03ed8de742 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -44,7 +44,8 @@ jobs:
         with:
           python-version: 3.12
 
-      - run: |
+      - name: Detect unexpected changes to tox.ini or CI
+        run: |
           pip install -e .
           pip install -r scripts/populate_tox/requirements.txt
           python scripts/populate_tox/populate_tox.py --fail-on-changes

From 0524b69b4f8dc62bd2300c5b37c230cddb06b66a Mon Sep 17 00:00:00 2001
From: Ivana Kellyer <ivana.kellyer@sentry.io>
Date: Wed, 19 Feb 2025 10:00:52 +0100
Subject: [PATCH 8/8] wording

---
 scripts/populate_tox/populate_tox.py | 22 +++++++++++++---------
 1 file changed, 13 insertions(+), 9 deletions(-)

diff --git a/scripts/populate_tox/populate_tox.py b/scripts/populate_tox/populate_tox.py
index f1d8dd8dc0..5906eee5b4 100644
--- a/scripts/populate_tox/populate_tox.py
+++ b/scripts/populate_tox/populate_tox.py
@@ -598,15 +598,19 @@ def main(fail_on_changes: bool = False) -> None:
             raise RuntimeError(
                 dedent(
                     """
-                Detected an unexpected change in `tox.ini` that is not reflected
-                in `tox.jinja` and/or `populate_tox.py`.
-
-                Please make sure to not make manual changes to `tox.ini`. The file
-                is generated from a template in `scripts/populate_tox/tox.jinja`
-                by the `scripts/populate_tox/populate_tox.py` script. Any changes
-                should be made to the template or the script directly and the
-                resulting `tox.ini` file should be generated with:
-
+                Detected that `tox.ini` is out of sync with
+                `scripts/populate_tox/tox.jinja` and/or
+                `scripts/populate_tox/populate_tox.py`. This might either mean
+                that `tox.ini` was changed manually, or the `tox.jinja`
+                template and/or the `populate_tox.py` script were changed without
+                regenerating `tox.ini`.
+
+                Please don't make manual changes to `tox.ini`. Instead, make the
+                changes to the `tox.jinja` template and/or the `populate_tox.py`
+                script (as applicable) and regenerate the `tox.ini` file with:
+
+                python -m venv toxgen.env
+                . toxgen.env/bin/activate
                 pip install -r scripts/populate_tox/requirements.txt
                 python scripts/populate_tox/populate_tox.py
                 """